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Kenneth Cappello

Images via Supreme

When: 2005-present

You can thank Kenneth Cappello for some of Supreme's most notable photo series T-shirts. He's the man responsible for snapping Raekwon, Mike Tyson, and the infamous Dipset T-shirt for Supreme. But Cappello's work with Supreme doesn't stop there, he's also one of the guys behind-the-scenes of the crazy Supreme editorials that pop-up in obscure Japanese magazines such as "COOL TRANS," that make us want the New York City brand even more.